Calzaiolo Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Calzaiolo vacation rentals

Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98 reviews)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is P8,113
P9,062 total
includes taxes & fees
Jan 27 - Jan 28
Palazzo Pacini
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is P5,197
P7,781 total
includes taxes & fees
Jan 19 - Jan 20
Palazzo al Torrione 2
View from room

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (58 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is P7,431
P8,518 total
includes taxes & fees
Jan 19 - Jan 20
B&B Palazzo Tortoli
Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (111 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
The price is P5,008
P5,646 total
includes taxes & fees
Jan 23 - Jan 24
Chianti Village Morrocco
Breakfast, lunch, dinner served; Regional cuisine

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (98 reviews)
"Great people, great location great service"
Canada
James
The price is P9,543
P10,772 total
includes taxes & fees
Jan 18 - Jan 19
Villa il Fedino
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Terrace/patio

Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (732 reviews)
"This was such a lovely hotel! It was in a great location with an incredible view. The staff was great and the breakfast was absolutely fantastic! I would highly recommend this hotel "
United States
Christine
The price is P8,457
P10,266 total
includes taxes & fees
Jan 19 - Jan 20
Palazzo Alfieri Residenza d’epoca
Room amenity

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (406 reviews)
"Great inn. "
United States
Carol
San Giuliano Inn - Adults Only
Balcony

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (453 reviews)
"Excellent hotel with Excellent location and Excellent staff and Excellent rooms "
United States
Ali
The price is P8,917
P10,772 total
includes taxes & fees
Jan 18 - Jan 19
Il Rivalta - Place of Charme
Terrace/patio

Numa Palazzo San Niccolò

Numa Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (178 reviews)
"Great stay . Super location"
United States
Kedar
The price is P5,775
P7,181 total
includes taxes & fees
Jan 27 - Jan 28
Numa Palazzo San Niccolò
Premium bedding, down comforters, in-room safe, desk

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (231 reviews)
"Great location and great rooms"
United States
David
La Torre Del Cestello
In-room safe, cribs/infant beds, bed sheets

Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,616 reviews)
"It was a grt place to stay"
United States
Sunitha
Hu Firenze Camping In Town
Premium bedding, minibar, in-room safe, soundproofing

Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (153 reviews)
"Room was large & well appointed. Bathroom was new with update products. Staff was great."
United States
John
Residenza La Musa Amarcord
Front of property

Tourist House Liberty

Tourist House Liberty
Historic Centre of Florence
7.0 out of 10, Good, (111 reviews)
"great location spacious rooms"
United Kingdom
Robert
The price is P2,913
P4,030 total
includes taxes & fees
Jan 20 - Jan 21
Tourist House Liberty
Terrace/patio

Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (279 reviews)
"Beautiful Hotel in an amazing location. Very friendly and helpful staff. Room was large with an amazing balcony. Would definitely stay here again. "
United States
James W.
The price is P10,362
P13,601 total
includes taxes & fees
Feb 15 - Feb 16
Tornabuoni Suites Collection
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (232 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is P3,497
P4,811 total
includes taxes & fees
Jan 31 - Feb 1
Fattoria il Milione Agriturismo
Property entrance

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (167 reviews)
"Great surrounding and vibe. Helpful staff."
Singapore
Soon Tiong
Corte Guelfa
Breakfast, lunch, dinner served; garden views

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (90 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Calzaiolo Hotel Reviews

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"great experience - highly recommend!"
Amrita 2-night trip
Posted 3 days ago
Grand Hotel Cavour

Find out more about Calzaiolo

Search for holiday rentals in Calzaiolo on Expedia! You can easily find your home rentals, villas, holiday apartments in Calzaiolo using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Calzaiolo?

Yes, there are vacation rentals close to popular attractions in Calzaiolo, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Calzaiolo?

Villa La Stella - Casa per Ferie: This vacation home rental outside of Calzaiolo is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What’s there to see and do in Calzaiolo?

While exploring the area, visit family-friendly sights like Villa Medicea di Lilliano - Malenchini, or get outside and enjoy nature at Boboli Gardens. In the larger area, you’ll find Piazza di Santa Maria Novella and Monastary of Sorelle Clarisse.

What’s a vacation rental in Calzaiolo like?

A vacation rental is a private property where you can stay for short or long periods in Calzaiolo. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.